32,926

Cheshire County, NH Homes

Section Image
  • /42

    $325,000

    $25K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    205 Route 9, West Chesterfield, NH 03466

    Welcome to 205 Route 9 in Chesterfield, NH, a home designed for easy living. This inviting ranch combines the convenience of a single-level floor plan with valuable updates, including a newer metal roof (2020), Harmon pellet stove, and updated appliances. Septic System received new Distribution box and outlet baffle (Sept 3rd, 2026). Downstairs, the finished bonus room provides flexibility that's

    Kelsey Malloy Keller Williams Realty Metro-Keene

    205 Route 9, West Chesterfield, NH 03466
  • /23

    $110,000

    Sold May 14, 2026

    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1976

    Last Sold Summary

    • 15% Below List Price
    • $100/SF
    • 23 Days On Market

    Last Listing Agent Susan Love Duston Leddy Real Estate

    20 Jaffrey Rd Unit 9, Fitzwilliam, NH 03447
    • /17

      Est $416,448

      Not Listed For Sale

      35 Forest St, Keene, NH 03431

      • Studio
      • 2,098 Sq Ft
      • Built 1858
      35 Forest St, Keene, NH 03431

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Anna Thackston Vylla Home

  • /44

    $449,900

    Open Sat 10AM - 12PM
    • 4 Beds
    • 2 Baths
    • 1,422 Sq Ft

    11 Woodridge Rd, Keene, NH 03431

    Welcome home to this well-maintained 4-bedroom, 2-bathroom home! Featuring an updated kitchen, beautiful hardwood floors, and newly remodeled bathrooms, this home offers a wonderful blend of comfort, charm, and modern updates.The first floor features 2 bedrooms and a full bathroom, while the second floor offers 2 additional bedrooms and another full bath. The basement includes an open bonus area

    Ashleigh Hutwelker BHG Masiello Keene

    11 Woodridge Rd, Keene, NH 03431
  • /58

    $451,500

    Sold Aug 26, 2026

    42 South Rd, Swanzey, NH 03446

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Above List Price
    • $284/SF
    • 4 Days On Market

    Current Estimated Value $456,825

    Last Listing Agent Lisa Stone Keller Williams Realty Metro-Keene

    42 South Rd, Swanzey, NH 03446
    • /13

      Not Listed For Sale

      0 Martin Rd, Fitzwilliam, NH 03447

      0 Martin Rd, Fitzwilliam, NH 03447

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Anna Schierioth HKS Associates, Inc.

  • /14

    $200,000

    Pending
    • 2 Beds
    • 1 Bath
    • 659 Sq Ft

    13 Central Square, Troy, NH 03465

    In town location is where you will find this 2 bedroom one level Cape style ranch. Updated kitchen, bathroom, flooring, doors and electrical. Town water and sewer.

    Dick Thackston R.H. Thackston & Company

    13 Central Square, Troy, NH 03465
  • /59

    $425,000

    Sold May 29, 2026

    11 Woodbury St, Keene, NH 03431

    • 3 Beds
    • 1 Bath
    • 1,178 Sq Ft
    • Built 1930

    Last Sold Summary

    • 13% Above List Price
    • $361/SF
    • 5 Days On Market

    Current Estimated Value $388,681

    Last Listing Agent Isabella Luhrs BHG Masiello Keene

    11 Woodbury St, Keene, NH 03431
    • /4

      Est $210,297

      Not Listed For Sale

      723 Brattleboro Rd, Hinsdale, NH 03451

      • 3 Beds
      • Built 1945
      723 Brattleboro Rd, Hinsdale, NH 03451

      Last Sold Summary

      • 1,630 Days On Market

      Last Listing Agent Patricia Paquette BHG Masiello Keene

  • /37

    $499,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,696 Sq Ft

    39 Windy Fields Ln, Jaffrey, NH 03452

    2018 CONSTRUCTION + MINI-SPLITS + NEW SOLAR!!! Beautifully maintained 3-bedroom, 2.5-bath Colonial situated on nearly an acre at the end of a quiet cul-de-sac in Jaffrey. Built in 2018 and still presenting in pristine, like-new condition, this home offers a wonderful combination of privacy, comfort, and convenience. The property abuts 2.38 acres of subdivision open space, providing an added sense

    Garrett Sisson Coldwell Banker Realty Bedford NH

    39 Windy Fields Ln, Jaffrey, NH 03452
  • /41

    $305,000

    Sold Nov 06, 2025

    59 S Winchester St, Swanzey, NH 03446

    • 3 Beds
    • 1.5 Baths
    • 1,643 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $186/SF
    • 23 Days On Market

    Current Estimated Value $326,009

    Last Listing Agent Tanja Pellerin BobbyVan Realty

    59 S Winchester St, Swanzey, NH 03446
    • /40

      Not Listed For Sale

      19 Colorado St, Keene, NH 03431

      • 7 Beds
      • 3 Baths
      • 2,878 Sq Ft
      • Built 1900
      19 Colorado St, Keene, NH 03431

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Bob Barnard Monadnock Realty Group LLC

  • /32

    $375,000

    Pending
    • 2 Beds
    • 1 Bath
    • 997 Sq Ft

    209 South St, Troy, NH 03465

    Four Seasons of Tranquil Living in Your Very Own Forest Sanctuary!! Set on just over 19 acres of land, this charming 2 bedroom, 1 full bath home is the perfect setting to enjoy privacy and nature, yet just minutes to town. The main level features the functional kitchen space, formal dining room and spacious living room, plus a bonus porch with woodstove. Upstairs you will find 2 bedrooms and a

    Josh Benner RE/MAX Town & Country

    209 South St, Troy, NH 03465
  • /10

    $370,000

    Sold Dec 19, 2025

    3 N Winchester St, Swanzey, NH 03446

    • 4 Beds
    • 3 Baths
    • 2,911 Sq Ft
    • Built 1850

    Last Sold Summary

    • 7% Below List Price
    • $127/SF
    • 9 Days On Market

    Last Listing Agent Josie McNeil Erwin Real Estate

    3 N Winchester St, Swanzey, NH 03446
    • /6

      Not Listed For Sale

      0 Taylor Hill Rd, Richmond, NH 03470

      0 Taylor Hill Rd, Richmond, NH 03470

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Fred Blais Blais & Associates, Realtors

  • /43

    $429,900

    Open Sat 10:30AM - 12:30PM $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    51 Main St, Marlborough, NH 03455

    This is the Wonderful Large Ranch that you have been waiting for! 2,000 square feet of first floor living! Move-in Ready with many recent upgrades and improvements, including, newer windows, 3 Mini-Split A/C and Heat units, and more. Large spacious rooms to enjoy and entertain. Hard surface flooring throughout the home for easy maintenance and upkeep. You will feel right at home with the

    Steve Blier Coldwell Banker Realty Bedford NH

    51 Main St, Marlborough, NH 03455
  • /28

    $347,000

    Sold Feb 06, 2026

    40 Jaffrey Rd, Marlborough, NH 03455

    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $191/SF
    • 117 Days On Market

    Current Estimated Value $349,059

    Last Listing Agent Don Goudreau EXP Realty

    40 Jaffrey Rd, Marlborough, NH 03455
    • /30

      Est $194,335

      Not Listed For Sale

      1 Main St, Marlborough, NH 03455

      • 2 Beds
      • 4 Baths
      • 4,111 Sq Ft
      • Built 2003
      1 Main St, Marlborough, NH 03455

      Last Sold Summary

      • 225 Days On Market

      Last Listing Agent Mary Beth Huszar RE/MAX Synergy

  • /38

    $362,500

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,956 Sq Ft

    10 Burt Hill Rd, Winchester, NH 03470

    Generous price improvement!! Step inside this comfortable and thoughtfully updated ranch. With 3 bedrooms, including the primary suite, and 2 baths, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even

    Lisa Hsll BHG Masiello Peterborough

    10 Burt Hill Rd, Winchester, NH 03470
  • /37

    $380,000

    Sold May 15, 2026

    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Above List Price
    • $270/SF
    • 14 Days On Market

    Last Listing Agent Kim Curry BHG Masiello Keene

    2 Ashley Ave Unit LOT 30, Hinsdale, NH 03451
    • /38

      Not Listed For Sale

      595 Centre St, Sullivan, NH 03445

      • 4 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 2020
      595 Centre St, Sullivan, NH 03445

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Wesley St. Pierre Keller Williams Realty Metro-Keene

  • /41

    $400,000

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,713 Sq Ft

    658 Main St, Marlborough, NH 03455

    Step back into the character and craftsmanship of 1875 with this handsome New Englander farmhouse, set on 5 full acres with established garden space and sweeping mountain views. Rich in period charm and filled with possibilities, this is the kind of property that invites someone with an appreciation for old houses to bring its story into a new chapter.Inside, the home retains the warmth and

    Bruce Murphy Keller Williams Realty Metro-Keene

    658 Main St, Marlborough, NH 03455
  • /17

    $80,000

    Sold Nov 25, 2025

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431

    • Land
    • 2.07 Acres
    • $38,647 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 22 Days On Market

    Last Listing Agent Emily Lagerberg R.H. Thackston & Company

    0 Old Walpole Rd Unit 5-78-2, Keene, NH 03431
    • /42

      Not Listed For Sale

      00 Burt Hill Rd, Winchester, NH 03470

      00 Burt Hill Rd, Winchester, NH 03470

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Andrew Deveau HKS Associates, Inc.

  • /32

    $260,000

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    247 Nh Route 119 W, Fitzwilliam, NH 03447

    Unlock incredible value and build instant equity in historic Fitzwilliam, New Hampshire! Perfect for investors, DIY enthusiasts, or buyers eager to roll up their sleeves, this 3 bedroom property features solid bones and a high-durability exterior complete with a low-maintenance metal roof and vinyl siding. Situated on a generous 1.5-acre lot, there is ample space to create your ideal outdoor

    Bob Barnard Monadnock Realty Group LLC

    247 Nh Route 119 W, Fitzwilliam, NH 03447
  • /26

    $225,000

    Sold Nov 25, 2025

    41 South St, Troy, NH 03465

    • 2 Beds
    • 1 Bath
    • 1,183 Sq Ft
    • Built 1914

    Last Sold Summary

    • 3% Above List Price
    • $190/SF
    • 6 Days On Market

    Current Estimated Value $230,857

    Last Listing Agent Josh Benner RE/MAX Town & Country

    41 South St, Troy, NH 03465
    • /59

      Est $416,920

      Not Listed For Sale

      12 Hamden Dr, Keene, NH 03431

      • 1 Bed
      • 2 Baths
      • 1,518 Sq Ft
      • Built 1965
      12 Hamden Dr, Keene, NH 03431

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Nancy Thompson BHG Masiello Keene

  • /42

    $445,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,066 Sq Ft

    71 Headlands Rd, Winchester, NH 03470

    This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes

    Anna Schierioth HKS Associates, Inc.

    71 Headlands Rd, Winchester, NH 03470
  • /2

    $212,500

    Sold Sep 26, 2025

    20 Winchester Rd, Chesterfield, NH 03443

    • 4 Beds
    • 2.5 Baths
    • 4,151 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Above List Price
    • $51/SF
    • 0 Days On Market

    Current Estimated Value $365,749

    Last Listing Agent Jamie Watson BHG Masiello Keene

    20 Winchester Rd, Chesterfield, NH 03443
    • /33

      Est $307,417

      Not Listed For Sale

      47 Hooper St, Keene, NH 03431

      • 3 Beds
      • 1 Bath
      • 1,158 Sq Ft
      • Built 1918
      47 Hooper St, Keene, NH 03431

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Robin Smith BHG Masiello Keene

  • /60

    $449,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,754 Sq Ft

    22 Bond Rd, Gilsum, NH 03448

    This beautiful custom home is nestled on over 5 acres in a manicured, park-like setting, offering privacy, natural beauty, and exceptional craftsmanship. Enter through the gorgeous sunroom, featuring a vaulted ceiling and beautiful tile floors.Inside, you'll find stunning solid oak flooring, warmed by a newer Buderus heating system with radiant floor heat. Custom woodwork, quality built-ins,

    Ryan Goodell EXP Realty

    22 Bond Rd, Gilsum, NH 03448
  • /60

    $560,000

    Sold Sep 30, 2025

    1082 Route 12a, Surry, NH 03431

    • 3 Beds
    • 2.5 Baths
    • 2,875 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Above List Price
    • $195/SF
    • 5 Days On Market

    Current Estimated Value $578,778

    Last Listing Agent Tom Bolduc Keller Williams Realty-Metropolitan

    1082 Route 12a, Surry, NH 03431
    • /26

      Not Listed For Sale

      16 Morts Rd, Chesterfield, NH 03466

      • 3 Beds
      • 1.5 Baths
      • 1,512 Sq Ft
      • Built 1999
      16 Morts Rd, Chesterfield, NH 03466

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Christine Lewis Brattleboro Area Realty

  • /32

    $124,900

    Under Contract
    • Land
    • 13.28 Acres
    • $9,405 per Acre

    Lot 0 Chesham Rd, Harrisville, NH 03450

    13.28 acres of wooded land with road frontage on Chesham Road in Harrisville offer a blank canvas for your vision: a homestead tucked into the trees, a garden catching the morning sun, or simply a quiet stretch of land to call your own. With room to roam, build, and breathe, the property is enrolled in New Hampshire’s Current Use program, helping to keep annual taxes low while your plans take

    Sadie Halliday EXP Realty

    Lot 0 Chesham Rd, Harrisville, NH 03450
  • /15

    $472,550

    Sold Dec 01, 2025

    63 Prospect Hill Rd, Richmond, NH 03470

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft
    • Built 1960

    Last Sold Summary

    • 5% Below List Price
    • $321/SF
    • 70 Days On Market

    Last Listing Agent Heather Peterson Four Seasons Sotheby's International Realty

    63 Prospect Hill Rd, Richmond, NH 03470
    • /56

      Not Listed For Sale

      221 Valley Rd, Dublin, NH 03444

      • 4 Beds
      • 4 Baths
      • 2,392 Sq Ft
      • Built 2017
      221 Valley Rd, Dublin, NH 03444

      Last Sold Summary

      • 80 Days On Market

      Last Listing Agent Kim Curry BHG Masiello Keene

  • /31

    $249,900

    $61K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 2,397 Sq Ft

    5 Gap Mountain Rd, Fitzwilliam, NH 03447

    PRICE IMPROVEMENT! Opportunity knocks! This 4-bedroom, 2 full bath Antique Farmhouse is ready for your vision and sweat equity. Being sold as-is, the property currently has no operational utilities and will require renovation and rehab, but offers tremendous potential for the right buyer. The flexible floor plan includes a convenient first-floor bedroom, offering versatility for a variety of

    Paul Cervone Lamacchia Realty, Inc.

    5 Gap Mountain Rd, Fitzwilliam, NH 03447
  • /54

    $389,000

    Sold Jun 18, 2026

    18 Iceland Cir, Keene, NH 03431

    • 3 Beds
    • 1 Bath
    • 1,696 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Below List Price
    • $229/SF
    • 7 Days On Market

    Current Estimated Value $399,047

    Last Listing Agent Robin Smith BHG Masiello Keene

    18 Iceland Cir, Keene, NH 03431
    • /18

      Est $430,430

      Not Listed For Sale

      23 Pine Ave, Keene, NH 03431

      • 5 Beds
      • 2 Baths
      • 2,040 Sq Ft
      • Built 1952
      23 Pine Ave, Keene, NH 03431

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Nancy Proctor BHG Masiello Keene

  • /20

    $239,900

    • 1 Bed
    • 1 Bath
    • 716 Sq Ft

    124 Wilson Pond Rd, Keene, NH 03431

    Located across the street from Wilson Pond is this small ranch style homeon a beautiful level lot with a 24' x24' garage with an attached 14' x 24 leanto. Separate 8' x 12' shed. Town water & sewer. Home will need to be completely renovated. Oak floors & softwood under some floors. Gas range, refrigerator, washer dryer & woodstove will stay.

    Jerry Chandler R.H. Thackston & Company

    124 Wilson Pond Rd, Keene, NH 03431

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